75 First Dates, a Tinder Tour, and the Dating App Playbook That Actually Works (feat. Alex Jacobs)

This week Holly is joined by Alex Jacobs — NYC-based tutor, musician, the friend-of-her-best-friend she somehow went to Oberlin with for four years without ever meeting, and a certified, gold-medal, dating-app savant. Alex spent his 20s in New York in a string of serial monogamous relationships, drumming in indie bands, and at one point touring the country in a pop duo with a girl he matched with on Tinder. Then at 33 he was properly single for the first time in his life, went on 75 first dates, did actual research into the apps, and met his current girlfriend — on Tinder — by gaming the algorithm in ways he is now generously sharing with the rest of us.In this episode: the band era and Saturn return collapsing at once, the worst dates of his life (including the tiptoe-maxing incident), his dad's pre-internet pickup strategy, and the full dating app optimization framework. Photos, prompts, swiping, parameters, why you should never pay, the bottom-age-range hack — all of it. Find AlexInstagramSoundcloudFind NecterineInstagramTikTokSubstack

Episode metadata supplied by the publisher feed · Published May 20, 2026

Embed this episode

Attribution link and audio player

Ready to play

75 First Dates, a Tinder Tour, and the Dating App Playbook That Actually Works (feat. Alex Jacobs)

0:00 1:24:53

1×

No transcript for this episode yet

We transcribe on demand. Request one and we'll notify you when it's ready — usually under 10 minutes.

Share this episode

Similar Episodes

No similar episodes found.

Similar Podcasts

Going Public With Ross Mandell Ross Mandell Ross Mandell, the pioneer who reshaped Wall Street, has catapulted hundreds of companies into the public sphere, crafting his legacy as an undisputed guru in investment banking and stock brokerage. Now, this sought-after public speaker captivates audiences worldwide, weaving his financial genius with life-altering inspiration, merging invaluable financial insights with profound life and business lessons to motivate and inspire a new generation. Explicit F*ck Surviving, We're Thriving Malina Lopez Hello beautiful humans! I have been on my holistic healing journey since 2020 after a massive awakening thanks to a sound healing ceremony. Since then I have dedicated my free time to health and healing (when I'm not too consumed with being a mama of two). Health is something that has always been important to me, but healing myself in a holistic way has allowed me to become a version of myself I am truly proud of. I had no idea there was an option for living life outside of survival mode. As someone who has been in some state of fight, flight or freeze since I was a small child the idea of any other life seemed out of reach and down right unrealistic. I honestly thought how I was living and feeling was totally normal. Once I started to heal all parts of myself down to the cells I am made up of I realized life is so much more than people pleasing, anxiety attacks and living life in a haze. I've been exciting that survival mode and entering my era of thriving. I feel ready and so e Explicit Violet Myers Porncast (The Morning After) Violet Myers Join renowned adult film star Violet Myers as she dives into unfiltered conversations on the wildest, weirdest, and most unexpected topics with her eclectic circle of friends. From pop culture to personal stories, nothing is off-limits in this raw and candid podcast. Get ready for laughs, insights, and a no-holds-barred look at life from the perspective of someone who's seen it all. Tune in for unscripted, unpredictable discussions that'll keep you hooked from start to finish Explicit Eavesdrop on Us Jessica Terzakis The honest business podcast YOU NEED IN YOUR LIFE! We talk about what it's really like to be in business: the good, the frustrating, the "am I the only one going through this?!" kind of topics. You're in the right place if you're looking for less "how to's" and more real conversations about what you're going through as an entrepreneur.Come eavesdrop on our conversations-it'll be like joining us at the kitchen table after working a full day in your business. Explicit

Frequently Asked Questions

How long is this episode of After Thot?

This episode is 1 hour and 24 minutes long.

When was this After Thot episode published?

This episode was published on May 20, 2026.

Can I download this After Thot episode?

Yes. Use the download control on the episode player to save the publisher-provided media file.

URL copied to clipboard!